Vacation rentals in Middleport

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Top-rated vacation rentals in Middleport

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Medina

5.0 out of 5 average rating, 10 reviews

Historic Stonehaven Mansion w/ Modern Touches

Experience the charm of The Historic Stonehaven Mansion, an 1850s Italianate estate once owned by renowned Medina Sandstone quarry owner Patrick Horan. This 4,800 sq/ft, 5-bedroom, 3-bathroom Medina Sandstone masterpiece was restored in 2024, blending historic elegance with modern comfort. Located in the heart of Medina, N.Y., just steps from Bent’s Opera House, the Medina Railroad Museum, and the Erie Canal, guests can enjoy a walkable getaway surrounded by history, dining, and small-town charm

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Top guest favorite

A welcoming entryway features light gray walls and a natural wood floor. A console table with decorative accents stands against the wall, complemented by a mirror. Natural light filters through the front door, which is adorned with a simple wreath.

Home in Akron

5.0 out of 5 average rating, 51 reviews

Home Sweet Akron

Relax and unwind in this brand new 3 bedroom home furnished in a beautiful modern farmhouse theme. Located within walking distance to the Akron/Clarence bike path and a 5 minute drive to Timerlodge, The Sterline and Akron Acres wedding venues. Home has an attached deck overlooking a pond to enjoy your morning coffee or a glass of wine @ sunset. The village of Akron is host to several resaurants and quaint shops. A park is situated right in the cente of town featuring a splash pad and gazebo.

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Guest favorite

A cozy living area features a comfortable green sofa alongside a reclining chair. A TV cabinet and coffee table are present, while a stone fireplace adds a rustic touch. Large sliding glass doors open to a deck, allowing natural light to fill the space.

Home in Gasport

4.86 out of 5 average rating, 57 reviews

Four Season Country Home with pool and hot tub.

Welcome to our retreat! With four bedrooms on 2nd floor, two and a half bathrooms, this home is the perfect escape to indulge in a peaceful getaway with plenty of room to spread out. Bring the whole family or a group of friends. Ideally located within easy reach of Niagara Falls, Royalton Ravine Park, Vizcarra Vineyards & Brewery at Becker Farms, Spring Valley Winery, Big Ditch Brewing Co., Darien Lake or historic Lockport including the Caves. Close to Erie Canal pathway for a hike or biking.

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Top guest favorite

Houseboat in Medina

5.0 out of 5 average rating, 21 reviews

Erie Canal Houseboat!

Venice, Amsterdam, and.... Medina, New York? Live like a European this side of the pond aboard the Erie Floatel - the first-of-its-kind houseboat rental on the Erie Canal. Docked in the wide waters of Medina's Canal Basin, the Erie Floatel offers a unique overnight experience immersed among downtown's shops, bars and eateries. Thoughtfully designed, this floating bungalow sleeps two on a full-size bed. A kitchenette, full bath, and TV/wifi are on board, with private covered deck outside.

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Guest favorite

A serene view of a cottage nestled among trees along a calm shoreline. The still water mirrors the blue sky and lush greenery, creating a peaceful atmosphere. The stone waterfront leads to vibrant landscaping surrounding the home.

Home in Lyndonville

4.86 out of 5 average rating, 28 reviews

North Star Cottage

Immerse yourself in nature at this rustic getaway just steps from Lake Ontario. Centrally located between Buffalo, NF, and Rochester, this beautiful cottage offers panoramic views of sunrises and sunsets! Enjoy the spectacular night skies with no light pollution and breathtaking views of Lake Ontario’s stunning blue waters! Gourmet kitchen, newly renovated bathroom, and open floor plan! Master bedroom has panoramic views of the lake! Cottage was featured in Buffalo Spree Magazine Nov. 2023

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Guest favorite

A modern kitchen area features custom butcher block countertops and sleek white cabinetry. An island with seating for four is positioned next to a contemporary stove and microwave. Natural light filters through several windows, illuminating the spacious layout.

Cabin in Albion

4.95 out of 5 average rating, 21 reviews

The Pinewoods Cabin near Oak Orchard Creek fishing

Kick back and relax in this newly remodeled calm, stylish space. The cabin boasts all new appliances, custom butcher block counter tops, flooring, beds, bathrooms. It has a 65" flat screen TV. The cabin is located in the heart of a fishing town. It is minutes from the Waterport Dam, Oak Orchard Creek, Lake Ontario, boat launches, and many charters. Perfect for fishing enthusiasts who want to be close to the action. Between Buffalo Niagara falls and Rochester. Close to State parks.

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Top guest favorite

A welcoming entrance is highlighted by blooming flower beds filled with vibrant colors. The staircase leads to a black front door, flanked by windows that allow natural light to enhance the entrance. A simple wreath adorns the door, adding a touch of charm.

Apartment in Medina

4.98 out of 5 average rating, 60 reviews

One Bedroom Retreat with Modern Comforts

Make yourself at home in this bright and comfortable upstairs apartment — the perfect spot for a relaxing getaway, family visit, or extended stay. Thoughtfully furnished and fully equipped, it’s designed to give you both comfort and convenience. Fully stocked kitchen with everything you need to cook meals at home. In-unit full-size washer and dryer to make longer stays easy. King size bed. Private off street parking. All in the heart of downtown just blocks from the Erie Canal.

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Guest favorite

The exterior of a spacious single-story home is showcased, featuring a well-maintained lawn and landscaped shrubs. A large driveway leads to a two-car garage. Surrounded by trees, the house presents a welcoming appearance with a few clouds in the sky overhead.

Home in Akron

4.95 out of 5 average rating, 79 reviews

Akron Country Retreat

Welcome to our beautiful home, perfectly located across from Arrowhead Golf Course in Akron NY. This spacious and pristine retreat is ideal for families and larger groups. With ample room for everyone, you'll find comfort and convenience in every corner. Enjoy the well-appointed interiors, modern amenities, and a serene atmosphere. Whether you're here to golf, explore the area, or simply relax, our home offers the perfect getaway. Book now for an unforgettable stay!

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Guest favorite

A cozy living area features a sofa adorned with floral-patterned cushions and a vibrant yellow throw. A wooden coffee table sits in front, with a decorative plant placed on it. A floor lamp and side table with a small vase enhance the welcoming space.

Home in Medina

4.84 out of 5 average rating, 103 reviews

Cozy Village Flat Nestled in the heart of Medina

Adorable Flat in the heart of Medina just blocks away from the Erie Canal. This cozy flat has one bedroom and sleeps 3 people. The bedroom has a queen bed and there is a futon/sleeper in the living room. Be your own chef in this newly renovated kitchen or enjoy close by restaurants! Enjoy the sounds of nature from the yard while also taking in the peaceful neighborhood. Up to two dogs allowed $75 per stay. Please let us know if you are bringing a dog.

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Top guest favorite

An inviting dining area features a light wooden table surrounded by four chairs. A cheerful arrangement of yellow flowers is displayed in a central planter. The adjoining living room is visible, with a comfortable seating arrangement and a modern ceiling fan. Natural light enters through the nearby windows.

Apartment in Medina

5.0 out of 5 average rating, 79 reviews

The Cozy Corner

Welcome to our spacious 1 bedroom first floor apartment in the heart of historic Medina. Totally remodeled, stylish, and cozy. Stay for a weekend or fall in love and stay long term. You’re only blocks away from great downtown restaurants, bars, and boutique shopping. Great place for a couple or a couple of friends. Perfect place to stay for our local wedding venues, traversing the Erie Canal, or one of the numerous community special events.

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Guest favorite

An elegant two-story vintage home features a white exterior with black shutters and ornate porch details. The well-manicured front yard is adorned with various seasonal decorations, while a stone pathway leads to the inviting entrance. Lush greenery and trees create a serene backdrop.

Apartment in Medina

4.88 out of 5 average rating, 191 reviews

Cozy, quaint entire 1 bedroom apartment

Welcome to this quaint vintage upstairs apartment as part of a large 1800's home. Cozy and comfortable with all your basic necessities. Private off street parking in the heart of the village of Medina. You are walking distance from downtown unique shops, boutiques and restaurants. It is less than an hour drive to Niagara Falls, Buffalo and Rochester and about 15 minutes from Lake Ontario (famous for fishermen).

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Guest favorite

A well-equipped kitchen features light wooden cabinetry and a center table surrounded by four black bar stools. A retro-style stove is prominently displayed, complemented by a small vase of flowers. Soft lighting and a window with green curtains enhance the bright ambiance.

Apartment in Akron

4.97 out of 5 average rating, 146 reviews

Tranquil Nest - peaceful stay in Akron NY

This is the place to stay! Sunny rooms, quaint town near to Niagara Falls, Buffalo, Watkins Glen, Letchworth State Park, Darien Lake Amusements, skiing, golf, and all that WNY has to offer! Upper unit on quiet street, hypoallergenic, hotel quality bedding atop quality new mattresses, well-equipped kitchen, full bathroom with washer and dryer! Office space too.

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